Ligand profile

CHEMBL3907170

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₄₅H₅₇N₃O₉S
pchembl 8.46 ~3.5 nM
Mol. weight 816.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3907170
UniProt (similar protein)
Q12908
pchembl
8.460 (~3.5 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 816.03 Da
LogP (Crippen) 5.99
H-bond donors 5
H-bond acceptors 10
TPSA 166.89 Ų
Rotatable bonds 15
Aromatic rings 4 / 6
Heavy atoms 58
Fraction sp³ C 0.44
Formula C₄₅H₅₇N₃O₉S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 166.9
  • −1 ≤ LogP ≤ 5 5.99
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 816.0
  • LogP ≤ 5 5.99
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 166.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@]1(CC)CS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2cccc(NC(=O)N[C@@H]3O[C@H](COCc4ccccc4)[C@@H](O)[C@H](OCc4ccccc4)[C@H]3O)c2)[C@H]1O
InChI 
InChI=1S/C45H57N3O9S/c1-5-7-23-45(6-2)29-58(53,54)37-22-21-34(48(3)4)25-35(37)38(42(45)51)32-19-14-20-33(24-32)46-44(52)47-43-40(50)41(56-27-31-17-12-9-13-18-31)39(49)36(57-43)28-55-26-30-15-10-8-11-16-30/h8-22,24-25,36,38-43,49-51H,5-7,23,26-29H2,1-4H3,(H2,46,47,52)/t36-,38-,39-,40-,41+,42-,43-,45-/m1/s1
InChIKey 
RDBHJJOWBIBYDM-DQBAQLDXSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF01758

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3063.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)